English medium schools in India have long been seen as a pathway to success, promising proficiency in the English language and enhanced career opportunities. However, despite the lengthy period of fifteen years of school education, many students graduating from these schools continue to struggle with English language proficiency. This paper aims to explore and analyze the various challenges faced by English medium schools in India in developing strong English language skills among their students. By understanding these challenges, educators and policymakers can devise effective strategies to bridge the gap and improve English language learning outcomes.